Radical Mediated Decarboxylation of Amino Acids via Photochemical Carbonyl Sulfide (COS) Elimination

被引：3

作者：

Benny, Alby ^{[1
]}

Di Simo, Lorenzo ^{[1
,2
]}

Guazzelli, Lorenzo ^{[2
]}

Scanlan, Eoin M. ^{[1
]}

机构：

[1] Trinity Coll Dublin, Trinity Biomed Sci Inst, 152-160 Pearse St, Dublin D02 R590, Ireland

[2] Univ Pisa, Dept Pharm, Via Bonanno 33, I-56126 Pisa, Italy

来源：

MOLECULES | 2024年 / 29卷 / 07期

基金：

爱尔兰科学基金会;

关键词：

thioacid; decarboxylation; amino acid; radical; photochemistry; blue LED; flow; ACYL THIOL-ENE; PEPTIDES; LIGHT;

D O I：

10.3390/molecules29071465

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Herein, we present the first examples of amino acid decarboxylation via photochemically activated carbonyl sulfide (COS) elimination of the corresponding thioacids. This method offers a mild approach for the decarboxylation of amino acids, furnishing N-alkyl amino derivatives. The methodology was compatible with amino acids displaying both polar and hydrophobic sidechains and was tolerant towards widely used amino acid-protecting groups. The compatibility of the reaction with continuous-flow conditions demonstrates the scalability of the process.

引用

页数：12